Timberland Mens Classic Trekker Chukka

4.4 4.4 out of 5 stars 326 ratings
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We don't know when or if this item will be back in stock.
Size Chart
US Shoe size
Brand SizeUS SizeUK SizeEuropeHeel to toe (in)
554.537.59.3
5.55.55389.4
665.5399.4
6.56.5639.59.6
776.5409.8
7.57.574110
887.541.510.2
8.58.584210.4
9984210.6
9.59.5943.510.8
10109.54411
10.510.51044.511.2
111110.54511.4
11.511.51145.511.6
121211.54611.8
131312.547.512.2
141413.54912.6
151514.55013

Product details

Fabric type
100% Leather
Care instructions
Machine Wash
Origin
Imported
Sole material
Rubber

About this item

  • 100% Leather
  • Imported
  • Rubber sole
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Product details

  • Package Dimensions ‏ : ‎ 13.8 x 11.4 x 5.5 inches; 4.2 Pounds
  • Item model number ‏ : ‎ Classic Trekker Chukka
  • Department ‏ : ‎ mens
  • Date First Available ‏ : ‎ August 10, 2012
  • Manufacturer ‏ : ‎ Timberland
  • ASIN ‏ : ‎ B003VRAUPE
  • Customer Reviews:
    4.4 4.4 out of 5 stars 326 ratings

Product Description

Timberland set new industry standards for craftsmanship, durability and protection when it introduced an authentic, waterproof leather boot in 1973. A global leader in design, engineering and marketing of premium footwear, Timberland values consumers who cherish the outdoors and their time in it. Timberland has been an industry leader in the use of both sustainable and recycled materials in its shoes, as well as its footwear packaging. The Timberland Company believes in corporate responsibility and supports numerous civic and social projects throughout the year.

Customer reviews

4.4 out of 5 stars
4.4 out of 5
326 global ratings

Customers say

Customers like the value, appearance, traction, and comfort of the boot. For example, they mention it's a great all around leather shoe, it has good traction and is comfortable for all day use. They also like the waterproofness, and quality. That said some complain about the fit.

AI-generated from the text of customer reviews

64 customers mention51 positive13 negative

Customers like the quality of the boot. For example, they mention it's well-made, holds up well, and lasts for years. Some say the upper is still in great shape. Overall, most are happy with the quality and durability of the shoes.

"...Are well built, very comfortable and hold up well to water. Sole support is OK.....just like my previous pair. I am OK with this...." Read more

"...They appear to be well made and look great. The copper color is not objectionable...." Read more

"...Their Boots have not changed one bit still made durable and comfortable as a boot of this kind can be. I recommend these...." Read more

"...The leather upper on the other hand is very durable and I have yet to have a problem with the stitching pulling free or the leather tearing." Read more

63 customers mention50 positive13 negative

Customers like the comfort of the boot. They mention it has a good lug sole and fit. Some say that the size and fit are perfect. Overall, most are happy with the quality and price of the product.

"...Are well built, very comfortable and hold up well to water. Sole support is OK.....just like my previous pair. I am OK with this...." Read more

"...They feel fine and, for my feet, run true to my normal 11.5 Mediuim size with a light to medium sock...." Read more

"Good fit and good looking." Read more

"...Their Boots have not changed one bit still made durable and comfortable as a boot of this kind can be. I recommend these...." Read more

38 customers mention35 positive3 negative

Customers like the appearance of the boot. For example, they say it looks northwest casual or business casual, is comfortable, and is good for dress down days at work. Some mention that the copper color is not objectionable.

"...First time ordering shoes vs buying in person. They fit and look great and I am ecstatic to have these to wear again...." Read more

"...They appear to be well made and look great. The copper color is not objectionable...." Read more

"Good fit and good looking." Read more

"...They are comfortable, durable and I like the way they look...." Read more

12 customers mention12 positive0 negative

Customers appreciate the value of the boot. They say it's a great shoe for a reasonable price.

"...I was glad that I could purchase them at a reasonable reduced price on Amazon. I would recommend them to a friend." Read more

"Nice shoe for the price I paid. Would not buy at the current price. Amazon appears to be raising its prices...." Read more

"Second pair my first lasted 10 years a great product and worth the money" Read more

"...Amazing shoe great buy!" Read more

8 customers mention8 positive0 negative

Customers are satisfied with the waterproofness of the boot. They mention it's truly waterproof, holds up well to water, and is great for muddy weather.

"...Are well built, very comfortable and hold up well to water. Sole support is OK.....just like my previous pair. I am OK with this...." Read more

"...were very comfortable and I appreciated the fact that they were truly waterproof and they clean very well also the soul is very long lasting but I..." Read more

"...I'm very happy with these shoes because they are absolutely waterproof, keep the foot warm, breathe and in the evening, when I take off my feet do..." Read more

"Waterproof and comfortable shoes. Good for dress down and casual days at work." Read more

5 customers mention5 positive0 negative

Customers are satisfied with the traction of the boot. They mention that it has a very effective tread, making them perfect for work. Some say that the boots are comfortable and useful.

"Like the look of the shoes, good traction. Disappointed that the shoe is not a comfortable as I'd hoped...." Read more

"...Shoes take a good year to break in, but once done, they’re fantastic! Looking forward to the next 15 years!!" Read more

"...They have a very effective tread. I don't fear slipping in these. Oh, and they seem to be well made." Read more

"Perfect for work" Read more

5 customers mention5 positive0 negative

Customers like the weather of the boot. For example, they say it's very warm on cold days, works great in the cold Russian winter, and is good in all weather.

"...happy with these shoes because they are absolutely waterproof, keep the foot warm, breathe and in the evening, when I take off my feet do not stink." Read more

"...Perfect fit, and the always keep my feet warm and dry in the winter... There are some "look alikes" from brands such as Sketchers, etc.,..." Read more

"Very warm on cold days and look good enough for business casual on messy days." Read more

"Very Comfy !! My dad loves them !!! Good in all weather !!" Read more

14 customers mention0 positive14 negative

Customers are dissatisfied with the fit of the boot. They mention that it runs large, and that their feet are swimming inside the boot due to the loose fit.

"...shipping as it took a lot longer than expected and then the wrong size was sent to boot (nice pun)...." Read more

"...These new ones were a little narrower and less comfortable out of the box than I remembered my old ones being, but I assume they'll get more..." Read more

"...They run slightly large, so if your in between sizes, go for the smaller of your two sizes...." Read more

"Seems like a great shoe, but they run very large and somewhat wide. I have to exchange them for a half size down." Read more

Nice boots
5 Stars
Nice boots
I very like it, my husband so excited when he saw the boots.thanks a lot.
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Top reviews from the United States

Jim
5.0 out of 5 stars Favorite shoes
Reviewed in the United States on March 25, 2021
Verified Purchase
My prior pair died after 20+ years of use/abuse. I have spent the last 2 years trying to find these at stores with no success. With the Timberland Outlet stores almost all gone, Timberland products are just not as available as it once was. Found these on Amazon and ordered same size. First time ordering shoes vs buying in person. They fit and look great and I am ecstatic to have these to wear again.

Are well built, very comfortable and hold up well to water. Sole support is OK.....just like my previous pair. I am OK with this. But it would be easy to pull sole liner out and install something with more sole support like I did after 15 years with my prior pair :).
One person found this helpful
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Old Bugler
5.0 out of 5 stars Just What I Wanted
Reviewed in the United States on February 8, 2013
Verified Purchase
I was looking to replace a pair of New Balance Country Walkers that came appart at the sole on the side. The Timberland Trekker is just the right chukka to do that. They appear to be well made and look great. The copper color is not objectionable. I put them on and wore them around the house several days and am now using them outside. They feel fine and, for my feet, run true to my normal 11.5 Mediuim size with a light to medium sock. I plan to use them as my go anywhere shoe in the cooler months and also will do some light hiking in them. I was glad that I could purchase them at a reasonable reduced price on Amazon. I would recommend them to a friend.
3 people found this helpful
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gregory jacobson
5.0 out of 5 stars Quality materials.
Reviewed in the United States on January 4, 2023
Verified Purchase
Good fit and good looking.
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Kevin
4.0 out of 5 stars The day I decided To Buy Mine They Were $15.00 More The Next Day I highly recommend
Reviewed in the United States on September 28, 2019
Verified Purchase
I used to wear Timberland when I was a Teenager, and then when I became an Electrician. I stopped wearing them for about 15 years. I am older now so like all of you LOL my feet became wider. I couldn't find what I used to wear in wide sizes. These Limberland's do. Their Boots have not changed one bit still made durable and comfortable as a boot of this kind can be. I recommend these. PLEASE READ ON-- Did you know there is a way to give to a charity, without it costing you a cent. If all of you people would only put the word smile in front of amazon.com a portion of every purchase you make Amazon Donates a percentage to The Ethical Treatment of Animals. Same Amazon Same PRICES.
on EVERYTHING. like this; smile.amazon.com. I would log out and sign back in with the smile in front. I can't watch the commercial anymore. These creatures are being treated like a punching bag, they are not being treated for what they are. They are our Pets population, that bring more joy you can (but probably Do) imagine to millions of people. They have burials. This is my opinion only amazon or any other organization has NOT asked me to include this in my reviews yours could be whatever, but this is mine Alone. Just add the word smile. PLEASE
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Kevin
4.0 out of 5 stars The day I decided To Buy Mine They Were $15.00 More The Next Day I highly recommend
Reviewed in the United States on September 28, 2019
I used to wear Timberland when I was a Teenager, and then when I became an Electrician. I stopped wearing them for about 15 years. I am older now so like all of you LOL my feet became wider. I couldn't find what I used to wear in wide sizes. These Limberland's do. Their Boots have not changed one bit still made durable and comfortable as a boot of this kind can be. I recommend these. PLEASE READ ON-- Did you know there is a way to give to a charity, without it costing you a cent. If all of you people would only put the word smile in front of amazon.com a portion of every purchase you make Amazon Donates a percentage to The Ethical Treatment of Animals. Same Amazon Same PRICES.
on EVERYTHING. like this; smile.amazon.com. I would log out and sign back in with the smile in front. I can't watch the commercial anymore. These creatures are being treated like a punching bag, they are not being treated for what they are. They are our Pets population, that bring more joy you can (but probably Do) imagine to millions of people. They have burials. This is my opinion only amazon or any other organization has NOT asked me to include this in my reviews yours could be whatever, but this is mine Alone. Just add the word smile. PLEASE
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One person found this helpful
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David Horvath
5.0 out of 5 stars Great shoes for a reasonable price
Reviewed in the United States on February 16, 2016
Verified Purchase
I have been buying these shoes for the past 7 years. As I wear out one pair I buy another. They are comfortable, durable and I like the way they look. I would be happier if the soles lasted longer though, I only get about 2 years out of a pair before they wear out. The leather upper on the other hand is very durable and I have yet to have a problem with the stitching pulling free or the leather tearing.
One person found this helpful
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Nora
1.0 out of 5 stars Loved the right foot boot, hated the left foot. The service was shady.
Reviewed in the United States on November 30, 2021
Verified Purchase
When I bought these boots, they said "1 pair left". So I was buying the last size 10 they had. When they arrived, I tried them on immediately. I have severe nerve damage to my feet and lower legs. My feet are numb, can't feel a thing. So When I inspected how the shoes fit, they seemed to fit well, but it can be hard to tell sometimes. I wore them the next day and after a few hours I could tell my left foot and ankle was starting to ache, then throb. My right foot felt great. I got home as soon as possible and removed the shoes. I discovered that while I had ordered a size 10, they had sent me a size 9.5 left shoe. So I had a size 10 right shoe and a size 9.5 left. My left foot was aching and had developed several blisters at the heel and ball, which I could not directly feel but obviously needed to be taken care of immediately. If the ache had not warned me that something was wrong I could have worn that shoe all day and done serious damage to my foot. This was the last pair of size 10 they had in stock. Was it an accident that one of them was not a size 10? Or did they intentionally pair two different sizes hoping to unload that last pair of shoes? Whether incompetence or deceitfulness, I ended up being placed in a dangerous position. If I could give the service team less than one star, I would.
2 people found this helpful
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Alan K
5.0 out of 5 stars Great product
Reviewed in the United States on April 7, 2011
Verified Purchase
The product is as expected...as I am a long-time wearer and lover of Timberlands. I was frustrated about the initial shipping as it took a lot longer than expected and then the wrong size was sent to boot (nice pun). I had to send back the wrong order first before the company would send me the correct pair...even though it was not my mistake. I will say, though, that the supplier had the courtesy and compassion to follow up with a phone call to ensure that I received the correct item and that I was happy with it. Mistakes can happen...but it is clear that this supplier cares about the customer and I would highly recommend dealing with them again.
2 people found this helpful
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Buckeye Fan
5.0 out of 5 stars Why did I wait so long?
Reviewed in the United States on May 9, 2016
Verified Purchase
Love this boot. I work at a golf course and had a pair from the Timberland outlet 20 years ago that lasted through 2 golf course constructions and a year of wet every morning maintenance of a finished course and I see why they are still the same design. Only truly waterproof shoe/boot I've had in 15 years. "Proprietary waterproof membranes" never last and other GoreTex boots had design issues with the shoe itself. This is the best of both worlds. I went through just about every other boot brand looking for a cheaper option but I decided as a wiser adult that a 4 year pair at $130 was better than buying a $60-70 pair every 6-8 months. They are stylish enough to wear out casually as well if I wash off the mud. Sorry I waited so long. Will probably buy another pair as a backup.
6 people found this helpful
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Top reviews from other countries

Antony Burton-Pye
5.0 out of 5 stars Good quality as usual.
Reviewed in the United Kingdom on March 21, 2019
Verified Purchase
Nice and comfy. Lets hope they last the same number of years as my last pair of Timberlands.
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